Hydrazine hydrate (1:1) → 1-(Quinolin-6-yl)cyclopropanecarbohydrazide

HRID 1892405Notes

Reaction equation

HRID 1892405 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([C:11]3([C:14]([O:16]C)=O)[CH2:13][CH2:12]3)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.O.[NH2:19][NH2:20]>CO>[N:1]1[C:10]2[C:5](=[CH:6][C:7]([C:11]3([C:14]([NH:19][NH2:20])=[O:16])[CH2:13][CH2:12]3)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 58190477Methyl 1-(quinolin-6-yl)cyclopropanecarboxylate

Product 1

HCID 669271581-(Quinolin-6-yl)cyclopropanecarbohydrazideYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methyl 1-(quinolin-6-yl)cyclopropanecarboxylate (513 mg, 2.26 mmol) and hydrazine monohydrate (3.39 g, 67.7 mmol) in 5 mL of methanol was heated at reflux overnight. After cooling, solvent was removed in vacuo to afford the title compound (513 mg, 100%). LCMS (method A): [MH]+=228, tR=2.88 min.

Workup

  1. temperatureat reflux overnight
  2. temperatureAfter cooling
  3. customsolvent was removed in vacuo

Sources & evidence

ORD record
ord-5a3718f404ed495b81e24fdf16e0021b
Source dataset
uspto-grants-2013_08
Patent number
US08507676B2

Reaction notes

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